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Penta(ethylene glycol) di-p-toluenesulfonate

CAS No.
41024-91-3
Chemical Name:
Penta(ethylene glycol) di-p-toluenesulfonate
Synonyms
TSO-PEG5-OTS;PENTAETHYLENE GLYCOL DITOSYLATE;NSC625453;Tos-PEG6-Tos;Bis-Tos-PEG5;Pentaethylene glycol di(p<;METHYL 3-(BENZYLTHIO)ISOPROPIONATE;PENTA(ETHYLENE GLYCOL)DI-P-TOSYLATE;PENTAETHYLENE GLYCOL DI-P-TOLUENESULPHONATE;Pentaethyleneglycoldi-p-toluenesulfonate,98%
CBNumber:
CB3189173
Molecular Formula:
C24H34O10S2
Molecular Weight:
546.65
MDL Number:
MFCD00012204
MOL File:
41024-91-3.mol
MSDS File:
SDS
Last updated:2026-09-12 18:51:46

Penta(ethylene glycol) di-p-toluenesulfonate Properties

Boiling point 661.4±55.0 °C(Predicted)
Density 1.26 g/mL at 25 °C (lit.)
refractive index n20/D 1.524(lit.)
Flash point >230 °F
storage temp. Storage temp. 2-8°C
form Solid-Liquid Mixture
color Off-white to light brown
Water Solubility Not miscible or difficult to mix in water.
Sensitive Hygroscopic
BRN 3599245
InChI InChI=1S/C24H34O10S2/c1-21-3-7-23(8-4-21)35(25,26)33-19-17-31-15-13-29-11-12-30-14-16-32-18-20-34-36(27,28)24-9-5-22(2)6-10-24/h3-10H,11-20H2,1-2H3
InChIKey BUHGDYPBQWWWQS-UHFFFAOYSA-N
SMILES C(OS(C1=CC=C(C)C=C1)(=O)=O)COCCOCCOCCOCCOS(C1=CC=C(C)C=C1)(=O)=O
FDA UNII 7STJ9FM34S
EPA Substance Registry System 3,6,9,12-Tetraoxatetradecane-1,14-diol, bis(4-methylbenzenesulfonate) (41024-91-3)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs Respiratory system
PPE Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
Storage Class 10 - Combustible liquids
Hazard Classifications Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
1
0 0

Penta(ethylene glycol) di-p-toluenesulfonate price More Price(42)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 309583 Pentaethylene glycol di(p-toluenesulfonate) 95% 41024-91-3 5g $94.8 2026-04-30 Buy
Sigma-Aldrich 309583 Pentaethylene glycol di(p-toluenesulfonate) 95% 41024-91-3 25g $394 2023-06-20 Buy
ChemScene CS-W004447 Pentaethylene glycol di(p-toluenesulfonate) ≥96% 41024-91-3 5g $25 2026-06-04 Buy
ChemScene CS-W004447 Pentaethylene glycol di(p-toluenesulfonate) ≥96% 41024-91-3 10g $49 2026-06-04 Buy
ChemScene CS-W004447 Pentaethylene glycol di(p-toluenesulfonate) ≥96% 41024-91-3 25g $116 2026-06-04 Buy
Product number Packaging Price Buy
309583 5g $94.8 Buy
309583 25g $394 Buy
CS-W004447 5g $25 Buy
CS-W004447 10g $49 Buy
CS-W004447 25g $116 Buy

Penta(ethylene glycol) di-p-toluenesulfonate Chemical Properties, Uses, Production

Description

Tos-PEG6-Tos is a PEG linker containing two tosyl groups. The hydrophilic PEG spacer increases solubility in aqueous media. The tosyl group is a very good leaving group for nucleophilic substitution reactions.

Uses

PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE is used to prepare calix[4]arenes,1 calix[5]arenes,2 and crown ethers.3

Uses

Pentaethylene glycol di-p-toluenesulfonate is used in the preparation of calix[4]arenes, calix[5]arenes, and crown ethers. It is also used in the preparation of 3-formylbenzo-18-crown-6 by undergoing coupling reaction with 2,3-dihydroxybenzaldehyde.

Synthesis

Pentaethylene glycol

4792-15-8

Tosyl chloride

98-59-9

PENTA(ETHYLENE GLYCOL) DI-P-TOLUENESULFONATE

41024-91-3

Pentaethylene glycol (10.8 g, 57.8 mmol) was slowly added to a stirred mixture of potassium hydroxide (7.8 g, 139.3 mmol) and ethylene glycol (60 mL) under nitrogen protection and the reaction was carried out at room temperature. Subsequently, the reaction mixture was heated to reflux temperature and stirred continuously for 36 hours. Upon completion of the reaction, it was cooled to room temperature, the reaction mixture was filtered and concentrated by depressurization to obtain a viscous oily substance. This viscous oily substance was dissolved with sodium hydroxide (4.8 g, 120 mmol) in a solution of tetrahydrofuran/water (v/v = 1/1, 40 mL) and cooled under nitrogen protection to 0°C. At this temperature, p-toluenesulfonyl chloride (22 g, 115 mmol) was slowly added. After addition, stirring was continued for 3 hours. At the end of the reaction, water (100 mL) was added to dilute the reaction mixture and the product was extracted with dichloromethane (20 mL × 3). The organic phase was washed with brine (20 mL × 3), and the combined organic layers were dried with anhydrous magnesium sulfate, followed by evaporation to remove the dichloromethane. The crude product was purified by column chromatography (petroleum ether:ethyl acetate = 3:1) to give a yellow oily pure product (8.1 g) in 27.5% yield. The product was characterized by 1H NMR (CDCl3, 500 MHz) with chemical shifts of δ 2.44 (3H, s), 3.57 (4H, s), 3.59 (2H, s), 3.67 (2H, t, J = 4.8 Hz), 4.14 (2H, t, J = 4.8 Hz), 7.33 (2H, d, J = 8.1 Hz), 7.78 (2H, d , J = 8.2 Hz).

References

[1] Bioorganic and Medicinal Chemistry, 2007, vol. 15, # 14, p. 4841 - 4856
[2] Journal of Organic Chemistry, 1999, vol. 64, # 18, p. 6870 - 6873
[3] Canadian Journal of Chemistry, 2006, vol. 84, # 10, p. 1273 - 1279
[4] Collection of Czechoslovak Chemical Communications, 1987, vol. 52, # 8, p. 2057 - 2060
[5] Russian Journal of Organic Chemistry, 2012, vol. 48, # 10, p. 1345 - 1352

Global Suppliers ( 122)
Supplier Tel Email Country ProdList Advantage
Shanghai Chiral bio-compound co., Ltd. 021-5068 3667/17749785980/1029026415; 17749785980 1029026415@qq.com China 4501 58
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
Shanghai Jian Chao Chemical Technology Co., Ltd. 150-2103-5486 18017383231 983544897@qq.com China 9335 55
Nanjing Junnahe Biopharmaceutical Co., Ltd 025-58367986 17351780683 amy.xiang@ally-chem.com China 354 60
Shanghai Raise Chemical Technology Co.,Ltd 15026594951 rs@raise-chem.com China 4904 55
Bide Pharmatech Ltd. 400-164-7117 18317119277 product02@bidepharm.com China 40000 60
ShangHai D&B Biological Science and Technology Co.Ltd 400-008-9730,021-54359730 400-008-9730 info@chemxyz.com China 3642 60
Shanghai Xingui Biotechnology Co., Ltd. 15121041756 xingui2022@126.com China 9954 58

View Latest Price from Penta(ethylene glycol) di-p-toluenesulfonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tos-PEG6-Tos pictures 2025-06-07 Tos-PEG6-Tos
41024-91-3
100g >98.00% 100g Xian confluore Biological Technology Co., Ltd.
  • Tos-PEG6-Tos pictures
  • Tos-PEG6-Tos
    41024-91-3
  • $0.00
  • >98.00%
  • Xian confluore Biological Technology Co., Ltd.
PENTAETHYLENE GLYCOL DI-P-TOLUENESULPHONATE PENTA(ETHYLENE GLYCOL)DI-P-TOSYLATE 3,6,9,12-TETRAOXATETRADECANE-1,14-DIYL DITOSYLATE Pentaethylene glycol di-p-tosylate~3,6,9,12-Tetraoxatetradecane-1,14-diyl di-p-toluenesulphonate NSC625453 3,6,9,12-TETRAOXATETRADECANE-1,14-DIOL,BIS(4-METHYLBENZENESULPHONATE) METHYL 3-(BENZYLTHIO)ISOPROPIONATE 3,6,9,12-Tetraoxatetradecane-1,14-diyl ditosylate, Pentaethylene glycol ditosylate 3,6,9,12-tetraoxatetradecane-1,14-diyl di-p-toluenesulfonate 1,14-Bis(tosyloxy)-3,6,9,12-tetraoxatetradecane 2,2'-[Ethylenebis(oxyethyleneoxy)]bis(ethanol tosylate) 2,2'-[Ethylenebis(oxyethyleneoxy)]diethanol bis(p-toluenesulfonate) 3,6,9,12-Tetraoxatetradecane-1,14-diol bistosylate Bis(4-methylbenzenesulfonic acid)3,6,9,12-tetraoxa-1,14-tetradecanediyl ester Tos-PEG6-Tos 3,6,9,12-Tetraoxatetradecane-1,14-diyl bis(4-methylbenzenesulfonate) Bis-Tos-PEG5 Penta(ethylene glycol) bis(p-toluenesulfonate) 3,6,9,12-Tetraoxatetradecane-1,14-diol, 1,14-bis(4-methylbenzenesulfonate) 2-[2-[2-[2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate Pentaethylene glycol di(p-toluenesulfonate),Pentaethylene glycol di(ptoluenesulfonate),Pentaethylene glycol di(p toluenesulfonate),Inhibitor,PROTAC Linkers,inhibit Tos-PEG5-Tos/3,6,9,12-Tetraoxatetradecane-1,14-diol, 1,14-bis(4-methylbenzenesulfonate) Pentaethyleneglycoldi-p-toluenesulfonate,98% 2-[2-[2-[2-[2-(p-tolylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate 14-[(4-methylbenzenesulfonyl)oxy]-3,6,9,12-tetraoxatetradecan-1-yl 4-methylbenzenesulfonate Pentaethylene glycol di(p< Pentaethylene glycol di-p-toluenesulfonate , Pentaethylene glycol di(p-toluenesulfonate) 14-[(4-methylbenzenesulfonyl)oxy]-3,6,9,12-tetraoxatetradecan-1-yl 4-methylbenzene-1-sulfonate Pentaethylene glycol di(p-toluenesulfonate) 2-[2-[2-[2-[2-(p-tolylsulfonyloxy)ethoxy]ethoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate - [T86715] PENTAETHYLENE GLYCOL DITOSYLATE TSO-PEG5-OTS Penta(ethylene glycol) di-p-toluenesulfonate 41024-91-3 41024-92-3 C24H34O10S2 CH3C6H4SO3CH2CH2O5SO2C6H4CH3 Building Blocks Organic Building Blocks Sulfur Compounds Tosylates Building Blocks Chemical Synthesis Organic Building Blocks Sulfur Compounds Tosylates